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{{drugbox
{{Unreferenced|date=December 2009}}
|IUPAC_name=1-[10-(2-dimethylaminopropyl)-10H-phenothiazin-2-yl]propan-1-one
{{Drugbox
|image=Propiomazine.svg
| Verifiedfields = changed
|CAS_number=362-29-8
| verifiedrevid = 464216628
|ATC_prefix=N05
| IUPAC_name = 1-[10-(2-dimethylaminopropyl)-10''H''-phenothiazin-2-yl]propan-1-one
|ATC_suffix=CM06
| image = Propiomazine.svg
|ATC_supplemental=
 
|PubChem=4940
<!--Clinical data-->
|DrugBank=APRD00339
| tradename =
|C=20|H=24|N=2|O=1|S=1
| Drugs.com = {{drugs.com|CONS|propiomazine}}
|molecular_weight=340.483 g/mol
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
|bioavailability=
| pregnancy_US = <!-- A / B / C / D / X -->
|protein_bound=81%
| legal_AU = <!-- Unscheduled / S2 / S4 / S8 -->
|metabolism=
| legal_UK = <!-- GSL / P / POM / CD -->
|elimination_half-life=
| legal_US = <!-- OTC / Rx-only -->
|excretion=
| routes_of_administration = [[Intramuscular injection|Intramuscular]], [[intravenous therapy|intravenous]]
|pregnancy_AU=<!-- A / B1 / B2 / B3 / C / D / X -->
 
|pregnancy_US=<!-- A / B / C / D / X -->
<!--Identifiers-->
|pregnancy_category=
| CASNo_Ref = {{cascite|correct|CAS}}
|legal_AU=<!-- Unscheduled / S2 / S4 / S8 -->
| CAS_number_Ref = {{cascite|correct|??}}
|legal_UK=<!-- GSL / P / POM / CD -->
| CAS_number = 362-29-8
|legal_US=<!-- OTC / Rx-only -->
| ATC_prefix = N05
|legal_status=
| ATC_suffix = CM06
|routes_of_administration=[[Intramuscular injection|Intramuscular]], [[intravenous therapy|intravenous]]
| PubChem = 4940
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB00777
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 4771
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 242Z0PM79Y
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D02361
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 8491
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 1201210
 
<!--Chemical data-->
| C=20 | H=24 | N=2 | O=1 | S=1
| molecular_weight = 340.483 g/mol
| smiles = O=C(c2cc1N(c3c(Sc1cc2)cccc3)CC(N(C)C)C)CC
| InChI = 1/C20H24N2OS/c1-5-18(23)15-10-11-20-17(12-15)22(13-14(2)21(3)4)16-8-6-7-9-19(16)24-20/h6-12,14H,5,13H2,1-4H3
| InChIKey = UVOIBTBFPOZKGP-UHFFFAOYAV
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C20H24N2OS/c1-5-18(23)15-10-11-20-17(12-15)22(13-14(2)21(3)4)16-8-6-7-9-19(16)24-20/h6-12,14H,5,13H2,1-4H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = UVOIBTBFPOZKGP-UHFFFAOYSA-N
}}
}}
'''Propiomazine''' (brand names: '''Largon''', '''Propavan''', '''Indorm''', '''Serentin''', '''Indorm''', '''Dorevane''', '''Dorevan''') is an antihistamine, blocking H1 receptors. It is used to treat [[insomnia]], and to produce sleepiness or drowsiness and to relieve anxiety before or during [[surgery]] or other procedures and in combination with [[analgetic]]s also during [[Childbirth|labor]]. Propiomazine is a [[phenothiazine]], but is not used as a neuroleptic because it does not do a good job of blocking dopamine receptors.  
__NOTOC__
{{SI}}
{{CMG}}
==Overview=='''Propiomazine''' ('''Largon''', '''Propavan''', '''Indorm''', '''Serentin''', '''Dorevane''', '''Dorevan''') is an [[antihistamine]] blocking H1 receptors. It is used to treat [[insomnia]], and to produce sleepiness or drowsiness and to relieve anxiety before or during [[surgery]] or other procedures and in combination with [[analgetic]]s also during [[Childbirth|labor]]. Propiomazine is a [[phenothiazine]], but is not used as a [[neuroleptic]] because it does not block [[dopamine receptors]] well.


== Mechanism of action ==
==Mechanism of action==
Propiomazine is an antagonist at types 1, 2, and 4 dopamine receptors, serotonin (5-HT) receptor types 2A and 2C, muscarinic receptors 1 through 5, alpha(1)-receptors, and histamine H1-receptors. Propiomazine's antipsychotic effect is due to antagonism at dopamine and serotonin type 2 receptors, with greater activity at serotonin 5-HT2 receptors than at dopamine type-2 receptors. This may explain the lack of extrapyramidal effects. Propiomazine does not appear to block dopamine within the tubero-infundibular tract, explaining the lower incidence of hyperprolactinemia than with typical antipsychotic agents or risperidone.


Propiomazine is an antagonist at types 1, 2, and 4 dopamine receptors, serotonin (5-HT) receptor types 2A and 2C, muscarinic receptors 1 through 5, alpha(1)-receptors, and histamine H1-receptors. Propiomazine's antipsychotic effect is due to antagonism at dopamine and serotonin type 2 receptors, with greater activity at serotonin 5-HT2 receptors than at dopamine type-2 receptors. This may explain the lack of extrapyramidal effects. Propiomazine does not appear to block dopamine within the tubero-infundibular tract, explaining the lower incidence of hyperprolactinemia than with typical antipsychotic agents or risperidone.
==Side effects==
Rare, serious side effects include convulsions (seizures); difficult or unusually fast breathing; fast or irregular heartbeat or pulse; fever (high); high or low blood pressure; loss of bladder control; muscle stiffness (severe); unusual increase in sweating; unusually pale skin; and unusual tiredness or weakness.


== Side effects ==
Drowsiness is a usual side effect.


Rare, serious side effects include convulsions (seizures); difficult or unusually fast breathing; fast or irregular heartbeat or pulse; fever (high); high or low blood pressure; loss of bladder control; muscle stiffness (severe); unusual increase in sweating; unusually pale skin; and unusual tiredness or weakness.
== References ==
{{Reflist|2}}


{{Hypnotics}}
{{Antipsychotics}}
{{Histaminergics}}
{{Tricyclics}}


{{pharma-stub}}
{{Hypnotics and sedatives}}
[[Category:H1 receptor antagonists]]
[[Category:H1 receptor antagonists]]
[[Category:Hypnotics]]
[[Category:Hypnotics]]
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[[Category:Phenothiazines]]
[[Category:Phenothiazines]]
[[Category:Sedatives]]
[[Category:Sedatives]]
[[Category:Ketones]]


[[sv:Propiomazin]]
[[Category:Drug]]

Revision as of 17:36, 9 April 2015

Propiomazine
File:Propiomazine.svg
Clinical data
AHFS/Drugs.comMicromedex Detailed Consumer Information
Routes of
administration		Intramuscular, intravenous
ATC code
Identifiers
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
E number{{#property:P628}}
ECHA InfoCard{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
FormulaC20H24N2OS
Molar mass340.483 g/mol
3D model (JSmol)
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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1] ==Overview==Propiomazine (Largon, Propavan, Indorm, Serentin, Dorevane, Dorevan) is an antihistamine blocking H1 receptors. It is used to treat insomnia, and to produce sleepiness or drowsiness and to relieve anxiety before or during surgery or other procedures and in combination with analgetics also during labor. Propiomazine is a phenothiazine, but is not used as a neuroleptic because it does not block dopamine receptors well.

Mechanism of action

Propiomazine is an antagonist at types 1, 2, and 4 dopamine receptors, serotonin (5-HT) receptor types 2A and 2C, muscarinic receptors 1 through 5, alpha(1)-receptors, and histamine H1-receptors. Propiomazine's antipsychotic effect is due to antagonism at dopamine and serotonin type 2 receptors, with greater activity at serotonin 5-HT2 receptors than at dopamine type-2 receptors. This may explain the lack of extrapyramidal effects. Propiomazine does not appear to block dopamine within the tubero-infundibular tract, explaining the lower incidence of hyperprolactinemia than with typical antipsychotic agents or risperidone.

Side effects

Rare, serious side effects include convulsions (seizures); difficult or unusually fast breathing; fast or irregular heartbeat or pulse; fever (high); high or low blood pressure; loss of bladder control; muscle stiffness (severe); unusual increase in sweating; unusually pale skin; and unusual tiredness or weakness.

Drowsiness is a usual side effect.

References

Template:Hypnotics

Template:Tricyclics

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